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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558051Generated: November 1, 2026

Water → 7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-(methacryloyloxy)-acetate

https://huagongshe.com/reaction/558051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethacrylic AcidHCID 4093—
ReactantTriethylamineHCID 8471—
Reactant7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-chloroacetateHCID 57945783—
CatalystSodium IodideHCID 5238—
SolventDimethylformamideHCID 6228—
Product7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-(methacryloyloxy)-acetateHCID 2506408191.3%

Reaction Steps

In 800 ml of dimethylformamide were dissolved 199 g of the 2-chloroacetate obtained in Example 1-6-1, 64.8 g of methacrylic acid, and 4.50 g of sodium iodide. To the solution below 30° C., 73.1 g of triethylamine was added dropwise. The reaction solution was stirred at the temperature overnight, whereupon 500 ml of deionized water below 30° C. was added, followed by ordinary workup. Recrystallization from hexane yielded 209 g of the title compound. Yield 91%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08062831B2
Source datasetuspto-grants-2011_11
ORD IDord-6f967edc91f449159ffd293f1f51a006
Source noteuspto-grants-2011_11